96
Views
4
CrossRef citations to date
0
Altmetric
Original Articles

Profiling Volatile Natural Compounds from Flowers, Leaves and Stems of Marrubium anisodon Using Headspace Solid Phase Microextraction in Combination with Gas Chromatographic Mass Spectrometric Determination

&
Pages 1839-1858 | Received 27 Jun 2016, Accepted 23 Aug 2016, Published online: 23 Dec 2016

References

  • Mozaffarian, V. (1996). A Dictionary of Iranian Plant Names, Farhang Moaser Press, Iran.
  • Zargari, A. (1989). Medicinal Plants, University of Tehran Press, Tehran (In Persian).
  • Citoglu, G.S., Aksit, F. (2002). Occurence of marrubiin and ladanein in Marrubium trachyticum Boiss. from Turkey. Biochemical Systematics and Ecology. 30(9): 885–886.
  • Alkhatib, R., Joha, S., Cheok, M., Roumy, V., Idziorek, T., Preudhomme, C., Quesnel, B., Sahpaz, S., Bailleul, F., Hennebelle, T. (2010). Activity of ladanein on leukemia cell lines and its occurrence in Marrubium vulgare. Planta Medica. 76(1): 86–87.
  • El Bardai, S., Wibo, M., Hamaide, M.C., Lyoussi, B., Quetin-Leclercq, J., Morel, N. (2003). Characterisation of marrubenol, a diterpene extracted from Marrubium vulgare, as an L-type calcium channel blocker. British Journal of Pharmacology. 140(7): 1211–1216.
  • Piozzi, F., Bruno, M., Rosselli, S., Maggio, A. (2006). The diterpenoids of the genus Marrubium (Lamiaceae). Natural Product Communications. 1(7): 585–592.
  • Piccoli, P.N., Bottini, R. (2008). Accumulation of the labdane diterpene Marrubiin in glandular trichome cells along the ontogeny of Marrubium vulgare plants. Plant Growth Regulation. 56(1): 71–76.
  • Masoodi, M., Ali, Z., Liang, S., Yin, H., Wang, W., Khan, I.A. (2015). Labdane diterpenoids from Marrubium vulgare. Phytochemistry Letters. 13: 275–279.
  • Knoss, W., Zapp, J. (1998). Accumulation of furanic labdane diterpenes in Marrubium vulgare and Leonurus cardiaca. Planta Medica. 64(4): 357–361.
  • Knoss, W. (1994). Furanic labdane diterpenes in differentiated and undifferentiated cultures of Marrubium-vulgare and Leonurus-cardiaca. Plant Physiology and Biochemistry. 32(6): 785–789.
  • Karioti, A., Skopeliti, M., Tsitsilonis, O., Heilmann, J., Skaltsa, H. (2007). Cytotoxicity and immunomodulating characteristics of labdane diterpenes from Marrubium cylleneum and Marrubium velutinum. Phytochemistry. 68(11): 1587–1594.
  • Karioti, A., Skopeliti, M., Heilmann, J., Tsitsilonis, O., Skaltsa, H. (2006). Novel cytotoxic labdane diterpenes from Marrubium cylleneum. Planta Medica. 72(11): 1025–1025.
  • Karioti, A., Heilmann, J., Skaltsa, H. (2005). Labdane diterpenes from Marrubium velutinum and Marrubium cylleneum. Phytochemistry. 66(9): 1060–1066.
  • Iida, A., Tanaka, Y., Mihara, T., Tabata, M., Honda, G., Shingu, T., Takeda, Y., Takaishi, Y., Yesilada, E., Sezik, E., Fujita, T. (1995). Marrubinone-A and Marrubinone-B, new labdane diterpenoids from Marrubium-astracanicum (Labiatae). Chemical & Pharmaceutical Bulletin. 43(9): 1454–1457.
  • Hussain, A., Perveen, S., Malik, A., Khan, A.N., Tareen, R.B. (2010). Marrusidins A and B, new epimeric labdane diterpenes from Marrubium anisodon. Helvetica Chimica Acta. 93(6): 1101–1104.
  • Hatam, N.A.R., Porzel, A., Seifert, K. (1995). Polyodonine, a prefuranic labdane diterpene from Marrubium polydon. Phytochemistry. 40(5): 1575–1576.
  • Dendougui, H., Seghir, S., Belloum, Z., Benayache, F., Leon, F., Brouard, I., Bermejo, J., Benayache, S. (2011). A new labdane diterpene and other constituents from Marrubium deserti Noe ex coss. Records of Natural Products. 5(4): 300–304.
  • Argyropoulou, C., Karioti, A., Skaltsa, H. (2009). Labdane diterpenes from Marrubium thessalum. Phytochemistry. 70(5): 635–640.
  • Argyropoulou, C., Karioti, A., Skaltsa, H. (2008). Labdane diterpenes and phenylethanoid glycosides from the Greek endemic species Marrubium thessalum (Lamiaceae). Planta Medica. 74(9): 1054–1054.
  • Argyropoulou, C., Karioti, A., Skaltsa, H. (2011). Minor labdane diterpenes from Marrubium thessalum. Chemistry & Biodiversity. 8(10): 1880–1890.
  • Sahpaz, S., Hennebelle, T., Bailleul, F. (2002). Marruboside, a new phenylethanoid glycoside from Marrubium vulgare L. Natural Product Letters. 16(3): 195–199.
  • Sahpaz, S., Garbacki, N., Tits, M., Bailleul, F. (2002). Isolation and pharmacological activity of phenylpropanoid esters from Marrubium vulgare. Journal of Ethnopharmacology. 79(3): 389–392.
  • Gruenwald, J., Brendler, T., Jaenicke, C., Fleming, T., Deutsch, M., Hamid, M. (1998). PDR for Herbal Medicines, Inc, Montvale, NJ: Medical Economics Company.
  • Laonigro, G., Lanzetta, R., Parrilli, M., Adinolfi, M., Mangoni, L. (1979). Configuration of the diterpene spiroethers from Marrubium-vulgare and from Leonotis-leonurus. Gazzetta Chimica Italiana. 109(3–4): 145–150.
  • Karioti, A., Skaltsa, H., Heilmann, J., Sticher, O. (2003). Acylated flavonoid and phenylethanoid glycosides from Marrubium velutinum. Phytochemistry. 64(2): 655–660.
  • Karioti, A., Heilmann, J., Skaltsa, H. (2005). Secondary metabolites from Marrubium velutinum, growing wild in Greece. Zeitschrift Fur Naturforschung Section B-A Journal of Chemical Sciences. 60(3): 328–332.
  • Nicholas, H.J. (1964). Isolation of marrubiin, a sterol, and a sesquiterpene from Marrubium vulgare. Journal of Pharmaceutical Sciences. 53(8): 895–899.
  • Martin-Nizard, F., Sahpaz, S., Furman, C., Fruchart, J.C., Duriez, P., Bailleul, F. (2003). Natural phenylpropanoids protect endothelial cells against oxidised LDL-induced cytotoxicity. Planta Medica. 69(3): 207–211.
  • Kowalewski, Z., Matlawska, I. (1978). Flavonoid compounds in the herb of Marrubium-vulgare L. Herba Polonica. 24(4): 183–186.
  • Boudjelal, A., Henchiri, C., Siracusa, L., Sari, M., Ruberto, G. (2012). Compositional analysis and in vivo anti-diabetic activity of wild Algerian Marrubium vulgare L. infusion. Fitoterapia. 83(2): 286–292.
  • Chakir, A.R.S., Elbadaoui, K., Alaoui, T.I. (2015). Antidiabetic activities of methanolic extracts of Marrubium vulgare leaves in rats. International Journal of Pharmaceutical and Phytopharma-cological Research. 4(5): 258–263.
  • Meyre-Silva, C., Cechinel-Filho, V. (2010). A review of the chemical and pharmacological aspects of the genus Marrubium. Current Pharmaceutical Design. 16(31): 3503–3518.
  • De Jesus, R.A.P., Cechinel, V., Oliveira, A.E., Schlemper, V. (2000). Analysis of the antinociceptive properties of marrubiin isolated from Marrubium vulgare. Phytomedicine. 7(2): 111–115.
  • Hamedeyazdan, S., Fathiazad, F., Sharifi, S., Nazemiyeh, H. (2012). Antiproliferative activity of Marrubium persicum extract in the MCF-7 human breast cancer cell line. Asian Pacific Journal of Cancer Prevention. 13(11): 5843–5848.
  • de Oliveira, A.P., Santin, J.R., Lemos, M., Klein Junior, L.C., Couto, A.G., da Silva Bitten-court, C.M., Cechinel Filho, V., de Andrade, S.F. (2011). Gastroprotective activity of methanol extract and Marrubiin obtained from leaves of Marrubium vulgare L. (Lamiaceae). Journal of Pharmacy and Pharmacology. 63(9): 1230–1237.
  • Cechinel, V. (2000). Advances and perspectives in the field of active natural products: Studies conducted at NIQFAR/UNIVALI. Quimica Nova. 23(5): 680–685.
  • Rigano, D., Aviello, G., Bruno, M., Formisano, C., Rosselli, S., Capasso, R., Senatore, F., Izzo, A.A., Borrelli, F. (2009). Antispasmodic effects and structure-activity relationships of labdane diterpenoids from Marrubium globosum ssp libanoticum. Journal of Natural Products. 72(8): 1477–1481.
  • Schlemper, V., Ribas, A., Nicolau, M., Cechinel, V. (1996). Antispasmodic effects of hydroalcoholic extract of Marrubium vulgare on isolated tissues. Phytomedicine. 3(2): 211–216.
  • de Souza, M.M., de Jesus, R.A.P., Cechinel, V., Schlemper, V. (1998). Analgesic profile of hydroalcoholic extract obtained from Marrubium vulgare. Phytomedicine. 5(2): 103–107.
  • Edziri, H., Mastouri, M., Aouni, M., Verschaeve, L. (2012). Polyphenols content, antioxidant and antiviral activities of leaf extracts of Marrubium deserti growing in Tunisia. South African Journal of Botany. 80: 104–109.
  • Gonzalez, M.J., Marioli, J.M. (2010). Antibacterial activity of water extracts and essential oils of various aromatic plants against Paenibacillus larvae, the causative agent of American Foulbrood. Journal of Invertebrate Pathology. 104(3): 209–213.
  • Imani, E., Saeedi, S., Sahraei, S., Azizi, A., Khaje, H. (2014). Phytochemical analysis, antibacterial activity of Marrubium vulgare L against antibiotic resistance Escherichia coli. Iranian Journal of Public Health. 43: 105–105.
  • Khaled-Khodja, N., Boulekbache-Makhlouf, L., Madani, K. (2014). Phytochemical screening of antioxidant and antibacterial activities of methanolic extracts of some Lamiaceae. Industrial Crops and Products. 61: 41–48.
  • Masoodi, M.H., Ahmed, B., Zargar, I.M., Khan, S.A., Khan, S., Singh, P. (2008). Antibacterial activity of whole plant extract of Marrubium vulgare. African Journal of Biotechnology. 7(2): 86–87.
  • Rigano, D., Formisano, C., Basile, A., Lavitola, A., Senatore, F., Rosselli, S., Brtmo, M. (2007). Antibacterial activity of flavonoids and phenylpropanoids from Marrubium globosum ssp libanoticum. Phytotherapy Research. 21(4): 395–397.
  • Saeidi, S., Boroujeni, N.A., Ahmadi, H., Hassanshahian, M. (2015). Antibacterial activity of some plant extracts against extended-spectrum beta-lactamase producing Escherichia coli isolates. Jundishapur Journal of Microbiology. 8(2).
  • Ulukanli, Z., Akkaya, A. (2011). Antibacterial activities of Marrubium catariifolium and Phlomis pungens Var. Hirta grown wild in Eastern Anatolia, Turkey. International Journal of Agriculture and Biology. 13(1): 105–109.
  • Warda, K., Markouk, M., Bekkouche, K., Larhsini, M., Abbad, A., Romane, A., Bouskraoui, M. (2009). Antibacterial evaluation of selected Moroccan medicinal plants against Streptococcus pneumoniae. African Journal of Pharmacy and Pharmacology. 3(3): 101–104.
  • Yildirim, A.B., Karakas, F.P., Turker, A.U. (2013). In vitro antibacterial and antitumor activities of some medicinal plant extracts, growing in Turkey. Asian Pacific Journal of Tropical Medicine. 6(8): 616–624.
  • Zarai, Z., Kadri, A., Ben Chobba, I., Ben Mansour, R., Bekir, A., Mejdoub, H., Gharsallah, (2011). The in-vitro evaluation of antibacterial, antifungal and cytotoxic properties of Marrubium vulgare L. essential oil grown in Tunisia. Lipids in Health and Disease. 10: 161.
  • Alberto Ortega-Ramirez, L., Rodriguez-Garcia, I., Manuel Leyva, J., Reynaldo Cruz-Valenzuela, M., Adriana Silva-Espinoza, B., Gonzalez-Aguilar, G.A., Siddiqui, M.W., Fernando Ayala-Zavala, J. (2014). Potential of medicinal plants as antimicrobial and antioxidant agents in food industry: A hypothesis. Journal of Food Science. 79(2): R129–R137.
  • Amessis-Ouchemoukh, N., Abu-Reidah, I.M., Quirantes-Pine, R., Madani, K., Segura-Carretero, A. (2014). Phytochemical profiling, in vitro evaluation of total phenolic contents and antioxidant properties of Marrubium vulgare (horehound) leaves of plants growing in Algeria. Industrial Crops and Products. 61: 120–129.
  • Amessis-Ouchemoukh, N., Madani, K., Fale, P.L.V., Luisa Serralheiro, M., Araujo, M.E.M. (2014). Antioxidant capacity and phenolic contents of some Mediterranean medicinal plants and their potential role in the inhibition of cyclooxygenase-1 and acetylcholinesterase activities. Industrial Crops and Products. 53: 6–15.
  • Berrougui, H., Isabelle, M., Cherki, M., Khalil, A. (2006). Marrubium vulgare extract inhibits human-LDL oxidation and enhances HDL-mediated cholesterol efflux in THP-1 macrophage. Life Sciences. 80(2): 105–112.
  • Boulila, A., Sanaa, A., Ben Salem, I., Rokbeni, N., M’Rabet, Y., Hosni, K., Fernandez, X. (2015). Antioxidant properties and phenolic variation in wild populations of Marrubium vulgare L. (Lamiaceae). Industrial Crops and Products. 76: 616–622.
  • El Euch, S.K., Ciesla, L., Bouzouita, N. (2014). Free radical scavenging fingerprints of selected aromatic and medicinal Tunisian plants assessed by means of TLC-DPPH test and image processing. Journal of AOAC International. 97(5): 1291–1298.
  • Essawy, S.S., Abo-elmatty, D.M., Ghazy, N.M., Badr, J.M., Sterner, O. (2014). Antioxidant and anti-inflammatory effects of Marrubium alysson extracts in high cholesterol-fed rabbits. Saudi Pharmaceutical Journal. 22(5): 472–482.
  • Firuzi, O., Javidnia, K., Gholami, M., Soltani, M., Miri, R. (2010). Antioxidant activity and total phenolic content of 24 Lamiaceae species growing in Iran. Natural Product Communications. 5(2): 261–264.
  • Jovin, E., Toth, A., Beara, I., Balog, K., Orcic, D., Mimica-Dukic, N. (2008). Chemical composition and antioxidant capacity of Marrubium peregrinum L. from Vojvodina (Serbia). Planta Medica. 74(9): 1046–1047.
  • Kadri, A., Zarai, Z., Ben Chobba, I., Bekir, A., Gharsallah, N., Damak, M., Gdoura, R. (2011). Chemical composition and antioxidant activity of Marrubium vulgare L. essential oil from Tunisia. African Journal of Biotechnology. 10(19): 3908–3914.
  • Matkowski, A., Piotrowska, M. (2006). Antioxidant and free radical scavenging activities of some medicinal plants from the Lamiaceae. Fitoterapia. 77(5): 346–353.
  • Matkowski, A., Tasarz, P., Szypula, E. (2008). Antioxidant activity of herb extracts from five medicinal plants from Lamiaceae, subfamily Lamioideae. Journal of Medicinal Plants Research. 2(11): 321–330.
  • Orhan, I.E., Belhattab, R., Senol, F.S., Gulpinar, A.R., Hosbas, S., Kartal, M. (2010). Profiling of cholinesterase inhibitory and antioxidant activities of Artemisia absinthium, A. herba-alba, A. fragrans, Marrubium vulgare, M. astranicum, Origanum vulgare subsp glandulossum and essential oil analysis of two Artemisia species. Industrial Crops and Products. 32(3): 566–571.
  • Pukalskas, A., Venskutonis, P.R., Salido, S., de Waard, P., van Beek, T.A. (2012). Isolation, identification and activity of natural antioxidants from horehound (Marrubium vulgare L.) cultivated in Lithuania. Food Chemistry. 130(3): 695–701.
  • Sarikurkcu, C., Tepe, B., Daferera, D., Polissiou, M., Harmandar, M. (2008). Studies on the antioxidant activity of the essential oil and methanol extract of Marrubium globosum subsp globosum (Lamiaceae) by three different chemical assays. Bioresource Technology. 99(10): 4239–4246.
  • VanderJagt, T.J., Ghattas, R., VanderJagt, D.J., Crossey, M., Glew, R.H. (2002). Comparison of the total antioxidant content of 30 widely used medicinal plants of New Mexico. Life Sciences. 70(9): 1035–1040.
  • Weel, K.G.C., Venskutonis, P.R., Pukalskas, A., Gruzdiene, D., Linssen, J.P.H. (1999). Antioxidant activity of horehound (Marrubium vulgare L.) grown in Lithuania. Fett-Lipid. 101(10): 395–400.
  • Yumrutas, O., Saygideger, S.D. (2010). Determination of in vitro antioxidant activities of different extracts of Marrubium parviflorum Fish et Mey. and Lamium amplexicaule L. from South east of Turkey. Journal of Medicinal Plants Research. 4(20): 2164–2172.
  • Zaabat, N., Hay, A.-E., Michalet, S., Darbour, N., Bayet, C., Skandrani, I., Chekir-Ghedira, L., Akkal, S., Dijoux-Franca, M.-G. (2011). Antioxidant and antigenotoxic properties of compounds isolated from Marrubium deserti de Noe. Food and Chemical Toxicology. 49(12): 3328–3335.
  • Argyropoulou, A., Samara, P., Tsitsilonis, O., Skaltsa, H. (2012). Polar constituents of Marrubium thessalum Boiss. & Heldr. (Lamiaceae) and their cytotoxic/cytostatic activity. Phytotherapy Research. 26(12): 1800–1806.
  • Ahmed, B., Masoodi, M.H., Siddique, A.H., Khan, S. (2010). A new monoterpene acid from Marrubium vulgare with potential antihepatotoxic activity. Natural Product Research. 24(18): 1671–1680.
  • Marrelli, M., Conforti, F., Rigano, D., Formisano, C., Bruno, M., Senatore, F., Menichini, F. (2013). Cytotoxic properties of Marrubium globosum ssp libanoticum and its bioactive components. Natural Product Communications. 8(5): 567–569.
  • Pearson, W., Charch, A., Brewer, D., Clarke, A.F. (2007). Pilot study investigating the ability of an herbal composite to alleviate clinical signs of respiratory dysfunction in horses with recurrent airway obstruction. Canadian Journal of Veterinary Research-Revue Canadienne De Recherche Veterinaire. 71(2): 145–151.
  • Rigano, D., Grassia, A., Borrelli, F., Aviello, G., Piozzi, F., Bruno, M., Arnold, N.A., Capasso, R., Senatore, F. (2006). Phytochemical and pharmacological studies on the acetonic extract of Marrubium globosum ssp libanoticum. Planta Medica. 72(6): 575–578.
  • Shaheen, F., Rasool, S., Shah, Z.A., Soomro, S., Jabeen, A., Mesaik, M.A., Choudhary, M.I. (2014). Chemical constituents of Marrubium vulgare as potential inhibitors of nitric oxide and respiratory burst. Natural Product Communications. 9(7): 903–906.
  • Stulzer, H.K., Tagliari, M.P., Zampirolo, J.A., Cechinel-Filho, V., Schlemper, V. (2006). Antioedematogenic effect of marrubiin obtained from Marrubium vulgare. Journal of Ethnopharmacology. 108(3): 379–384.
  • Thomas, V. (2011). Do modern-day medical herbalists have anything to learn from Anglo-Saxon medical writings? Journal of Herbal Medicine. 1(2): 42–52.
  • Kirmizibekmez, H., Atay, I., Kaiser, M., Yesilada, E., Tasdemir, D. (2011). In vitro antiprotozoal activity of extracts of five Turkish Lamiaceae species. Natural Product Communications. 6(11): 1697–1700.
  • Kirmizibekmez, H., Atay, I., Kaiser, M., Yesilada, E., Tasdemir, D. (2011). In vitro antiprotozoal activity of organic and aqueous extracts of several Turkish Lamiaceae species. Planta Medica. 77(12): 1426–1426.
  • Edziri, H., Mastouri, M., Mahjoub, M.A., Ammar, S., Mighri, Z., Gutmann, L., Aouni, M. (2011). Antiviral activity of leaves extracts of Marrubium alysson L. Journal of Medicinal Plants Research. 5(3): 360–363.
  • Daoudi, A., Aarab, L., Abdel-Sattar, E. (2013). Screening of immunomodulatory activity of total and protein extracts of some Moroccan medicinal plants. Toxicology and Industrial Health. 29(3): 245–253.
  • Michelis, F., Tiligada, E., Skaltsa, H., Lazari, D., Skaltsounis, A.L., Delitheos, A. (2002). Effects of the flavonoid pilloin isolated from Marrubium cylleneum on mitogen-induced lymphocyte transformation. Pharmaceutical Biology. 40(4): 245–248.
  • Edziri, H., Mastouri, M., Mahjoub, A., Anthonissen, R., Mertens, B., Cammaerts, S., Gevaert, L., Verschaeve, L. (2011). Toxic and mutagenic properties of extracts from Tunisian traditional medicinal plants investigated by the neutral red uptake, VITOTOX and alkaline comet assays. South African Journal of Botany. 77(3): 703–710.
  • Pavela, R. (2004). Insecticidal activity of certain medicinal plants. Fitoterapia. 75(7–8): 745–749.
  • Rosa Loizzo, M., Tundis, R., Menichini, F., Piccolo, V., Bonesi, M., Conforti, F., Marrelli, M., Statti, G.A., Saab, A.M., Nicoletti, M., Houghton, P.J., Menichini, F. (2007). In vitro hypoglycaemic and ACE inhibitory activities of Marrubium radiatum Devile ex Benth and Salvia acetabulosa L.: Two traditional medicinal plants from Lebanon. Planta Medica. 73(9): 969–969.
  • Yousefi, K., Soraya, H., Fathiazad, F., Khorrami, A., Hamedeyazdan, S., Maleki-Dizaji, N., Garjani, A. (2013). Cardioprotective effect of methanolic extract of Marrubium vulgare L. on isoproterenol-induced acute myocardial infarction in rats. Indian Journal of Experimental Biology. 51(8): 653–660.
  • El Bardai, S., Lyoussi, B., Wibo, M., Morel, N. (2000). Hypotensive activity of Marrubium vulgare and Foeniculum vulgare in spontaneously hypertensive rats. Pflugers Archiv-European Journal of Physiology. 440(6): R231–R232.
  • El Bardai, S., Lyoussi, B., Wibo, M., Morel, N. (2001). Pharmacological evidence of hypotensive activity of Marrubium vulgare and Foeniculum vulgare in spontaneously hypertensive rat. Clinical and Experimental Hypertension. 23(4): 329–343.
  • El Bardai, S., Lyoussi, B., Wibo, M., Morel, N. (2004). Comparative study of the antihypertensive activity of Marrubium vulgare and of the dihydropyridine calcium antagonist amlodipine in spontaneously hypertensive rat. Clinical and Experimental Hypertension. 26(6): 465–474.
  • Namjoyan, F., Azemi, M.E., Abdollahi, E., Goudarzi, N., Nikan, K. (2015). Angiotensin I converting enzyme inhibitory activities of hydroalcoholic extract of Nardostachys jatamansi, Prangos ferulacea and Marrubium vulgare. Jundishapur Journal of Natural Pharmaceutical Products. 10(2): e17255.
  • Al-Bakri, A.G., Afifi, F.U. (2007). Evaluation of antimicrobial activity of selected plant extracts by rapid XTT colorimetry and bacterial enumeration. Journal of Microbiological Methods. 68(1): 19–25.
  • Grassia, A., Senatore, F., Arnold, N.A., Bruno, M., Piozzi, F., Rigano, D., Formisano, C. (2006). Chemical composition and antimicrobial activity of the essential oils from aerial parts of two Marrubium sp (Lamiaceae) growing wild in Lebanon. Polish Journal of Chemistry. 80(4): 623–628.
  • Khalil, A., Dababneh, B.F., Al-Gabbiesh, A.H. (2009). Antimicrobial activity against pathogenic microorganisms by extracts from herbal Jordanian plants. Journal of Food Agriculture & Environment. 7(2): 103–106.
  • Kunduhoglu, B., Pilatin, S., Caliskan, F. (2011). Antimicrobial screening of some medicinal plants collected from Eskisehir, Turkey. Fresenius Environmental Bulletin. 20(4): 945–952.
  • Laouer, H., Yabrir, B., Djeridane, A., Yousfi, M., Beldovini, N., Lamamra, M. (2009). Composition, antioxidant and antimicrobial activities of the essential oil of Marrubium deserti. atural Product Communications. 4(8): 1133–1138.
  • Petrovic, S., Pavlovic, M., Maksimovic, Z., Milenkovic, M., Couladis, M., Tzakou, O., Niketic, M. (2009). Composition and antimicrobial activity of Marrubium incanum Desr. (Lamiaceae) essential oil. Natural Product Communications. 4(3): 431–434.
  • Quave, C.L., Plano, L.R.W., Pantuso, T., Bennett, B.C. (2008). Effects of extracts from Italian medicinal plants on planktonic growth, biofilm formation and adherence of methicillin-resistant Staphylococcus aureus. Journal of Ethnopharmacology. 118(3): 418–428.
  • Robles-Zepeda, R.E., Velazquez-Contreras, C.A., Garibay-Escobar, A., Galvez-Ruiz, J.C., Ruiz-Bustos, E. (2011). Antimicrobial activity of northwestern mexican plants against Helicobacter pylori. Journal of Medicinal Food. 14(10): 1280–1283.
  • Scott, G., Springfield, E.P., Coldrey, N. (2004). A pharmacognostical study of 26 South African plant species used as traditional medicines. Pharmaceutical Biology. 42(3): 186–213.
  • Berrougui, H., Maxim, I., Cherki, M., Khalil, A. (2006). Aqueous extract from Marrubium vulgare, inhibits low-density lipoprotein oxidation and promotes cholesterol efflux. Atherosclerosis Supplements. 7(3): 521–521.
  • Arthur, C.L., Pawliszyn, J. (1990). Solid-phase microextraction with thermal desorption using fused-silica optical fibers. Analytical Chemistry. 62: 2145–2148.
  • Pawliszyn, J. (1999). Applications of Solid Phase Microextraction, (Ed.) RSC, Cambridge, UK.
  • Adam, M., Juklova, M., Bajer, T., Eisner, A., Ventura, K. (2005). Comparison of three different solid-phase micro-extraction fibers for analysis of essential oils in Yacon (Smallanthus sonchifolius) leaves. Journal of Chromatography A. 1084: 2–6.
  • Mohammadhosseini, M. (2015). Chemical composition of the volatile fractions from flowers, leaves and stems of Salvia mirzayanii by HS-SPME-GC-MS. Journal of Essential Oil Bearing Plants. 18(2): 464–476.
  • Mohammadhosseini, M. (2015). Chemical composition of the essential oils and volatile fractions from flowers, stems and roots of Salvia multicaulis Vahl. by using MAHD, SFME and HS-SPME methods. Journal of Essential Oil Bearing Plants. 18(6): 1360–1371.
  • Mohammadhosseini, M., Akbarzadeh, A., Hashemi-Moghaddam, H., Shahnama, M., Fahimi, B., Azami, S. (2016). Gas chromatographic-mass spectrometric analysis of volatiles obtained by HS-SPME-GC-MS technique from aerial parts of Ziziphora capitata L., and evaluation for biological activity. Oriental Journal of Chemistry. 32(3): 1439–1451.
  • Mohammadhosseini, M., Nekoei, M. (2014). Chemical compositions of the essential oils and volatile compounds from the aerial parts of Ferula ovina using hydrodistillation, MAHD, SFME and HS-SPME methods. Journal of Essential Oil Bearing Plants. 17(5): 747–757.
  • Nekoei, M., Mohammadhosseini, M. (2014). Application of HS-SPME, SDME and cold-press coupled to GC/MS to analysis the essential oils of Citrus sinensis CV. Thomson Navel and QSRR study for prediction of retention indices by stepwise and genetic algorithm-multiple linear regression approaches. Analytical Chemistry Letters. 4(2): 93–103.
  • Nekoei, M., Mohammadhosseini, M. (2017). Chemical composition of essential oils of Salvia leriifolia by three different extraction methods prior to gas chromatographic-mass spectrometric determination: comparison of HD with SFME and HS-SPME. Journal of Essential Oil Bearing Plants. 20: In press.
  • Nekoei, M., Mohammadhosseini, M. (2016). Chemical compositions of the essential oils from the aerial parts of Achillea wilhelmsii using traditional hydrodistillation, microwave assisted hydrodistillation and solvent-free microwave extraction methods: Comparison with the volatile compounds obtained by headspace solid-phase microextraction. Journal of Essential Oil Bearing Plants. 19(1): 59–75.
  • Pawliszyn, J. (2003). Sample preparation: Quo Vadis? Analytical Chemistry. 75(11): 2543–2558.
  • Setkova, L., Risticevic, S., Pawliszyn, J. (2007). Rapid headspace solid-phase microextractiongas chromatographic-time-of-flight mass spectrometric method for qualitative profiling of ice wine volatile fraction - I. Method development and optimization. Journal of Chromatography A. 1147(2): 213–223.
  • Zini, C.A., Augusto, F., Christensen, E., Smith, B.P., Caramao, E.B., Pawliszyn, J. (2001). Monitoring biogenic volatile compounds emitted by Eucalyptus citriodora using SPME. Analytical Chemistry. 73(19): 4729–4735.
  • Akhlaghi, H., Nekoei, M., Mohammadhosseini, M., Motavalizadehkakhky, A. (2012). Chemical composition of the volatile oils from the flowers, stems and leaves of Prangos latiloba Korov. using the head space solid phase microextraction method prior to analysis by gas chromatography-mass spectrometry. Journal of Essential Oil Bearing Plants. 15: 328–335.
  • Cui, S.F., Tan, S., Ouyang, G.F., Jiang, S.H., Pawliszyn, J. (2009). Headspace solid-phase microextraction gas chromatography-mass spectrometry analysis of Eupatorium odoratum extract as an oviposition repellent. Journal of Chromatography B. 877(20–21): 1901–1906.
  • Mohammadhosseini, M., Mahdavi, B., Shahnama, M. (2015). Chemical composition of essential oils from aerial parts of Ferula gummosa (Apiaceae) in Jajarm Region, Iran using traditional hydrodistillation and solvent-free microwave extraction methods: A comparative approach. Journal of Essential Oil Bearing Plants. 18(6): 1321–1328.
  • Mohammadhosseini, M., Nekoei, M., Mashayekhi, H.A., Aboli, J. (2012). Chemical composition of the essential oil from flowers, leaves and stems of Haplophyllum perforatum by using head space solid phase microextraction. Journal of Essential Oil Bearing Plants. 15(4): 506–515.
  • Nekoei, M., Mohammadhosseini, M., Akhlaghi, H. (2012). Chemical composition of the volatile oils from the aerial parts of Artemisia annua L. (Asteraceae) by using head space solid phase microextraction and hydrodistillation methods prior to gas chromatographic-mass spectrometric determination: A comparative investigation. Journal of Essential Oil Bearing Plants. 15(6): 926–933.
  • Adams, R.P. (2007). Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry, Allured Publishing Co., Carol Stream, IL., USA.
  • Pasha Zanousi, M.B., Nekoei, M., Mohammadhosseini, M. (2016). Composition of the essential oils and volatile fractions of Artemisia absinthium by three different extraction methods: Hydrodistillation, solvent-free microwave extraction and headspace solid-phase microextraction combined with a novel QSRR evaluation. Journal of Essential Oil Bearing Plants. 19(7): 1561–1581.
  • Mohammadhosseini, M. (2016). Screening of the profiles of the essential oils from the aerial parts of Nepeta racemosa using classical and microwave-based methods: Comparison with the volatiles using headspace solid-phase micro-extraction. Journal of Herbal Drugs. 7(2): 97–108.
  • Mohammadhosseini, M., Akbarzadeh, A., Hashemi-Moghaddam, H. (2016). Gas chromato-graphic-mass spectrometric analysis of volatiles obtained by HS-SPME-GC-MS technique from Stachys lavandulifolia and evaluation for biological activity. Journal of Essential Oil Bearing Plants. 19(6): 1300–1327.
  • Mohammadhosseini, M. (2017). Essential oils extracted using microwave-assisted hydro-distillation from aerial parts of eleven Artemisia species: Chemical compositions and diversities in different geographical regions of Iran. Records of Natural Products. 11: In press.
  • Mohammadhosseini, M., Akbarzadeh, A., Hashemi-Moghaddam, H., Mohammadi Nafchi, A., Mashayekhi, H.A., Aryanpour, A. (2016). Chemical composition of the essential oils from the aerial parts of Artemisia sieberi by using conventional hydrodistillation and microwave assisted hydrodistillation: A comparative study. Journal of Essential Oil Bearing Plants. 19(1): 32–45.
  • Mohammadhosseini, M., Pazoki, A., Akhlaghi, H. (2008). Chemical composition of the essential oils from flowers, stems and roots of Salvia multicaulis Vahl. growing wild in Iran. Chemistry of Natural Compounds. 44: 127–128.
  • Mohammadhosseini, M., Zamani, H.A., Akhlaghi, H., Nekoei, M. (2011). Hydrodistilled volatile oil constituents of the aerial parts of Prangos serpentinica (Rech.f., Aell. Esfand.) Hernnstadt and Heyn from Iran and quantitative structure-retention relationship simulation. Journal of Essential Oil Bearing Plants. 14(5): 559–573.
  • Akhlaghi, H., Shafaghat, A., Mohammadhosseini, M. (2009). Chemical composition of the essential oil from leaves of Biebersteinia multifida DC. growing wild in Iran. Journal of Essential Oil Bearing Plants. 12(3): 365–368.
  • Hashemi-Moghaddam, H., Mohammadhosseini, M., Basiri, M. (2015). Optimization of microwave assisted hydrodistillation on chemical compositions of the essential oils from the aerial parts of Thymus pubescens and comparison with conventional hydrodistllation. Journal of Essential Oil Bearing Plants. 18(4): 884–893.
  • Hashemi-Moghaddam, H., Mohammadhosseini, M., Salar, M. (2014). Chemical composition of the essential oils from the hulls of Pistacia vera L. by using magnetic nanoparticle-assisted microwave (MW) distillation: Comparison with routine MW and conventional hydrodistillation. Analytical Methods. 6: 2572–2579.
  • Mohammadhosseini, M. (2012). Hydrodistilled volatile oils of the flowers of Salvia leriifolia Bench. and Salvia multicaulis Vahl. as two growing wild plants in Iran. Asian Journal of Chemistry. 24(4): 1432–1434.
  • Mohammadhosseini, M., Mahdavi, B., Akhlaghi, H. (2013). Characterization and chemical composition of the volatile oils from aerial parts of Eryngium bungei Bioss. (Apiaceae) by using traditional hydrodistillation, microwave assisted hydrodistillation and head space solid phase microextraction methods prior to GC and GC/MS analyses: A comparative approach. Journal of Essential Oil Bearing Plants. 16(5): 613–623.
  • Mohammadhosseini, M., Pazoki, A., Zamani, H.A., Akhlaghi, H. (2011). Chemical composition of the essential oil from aerial parts of Ajuga chamaecistus Ging. subsp Scopria in brackish regions of Iran. Journal of Essential Oil Bearing Plants. 14(1): 101–105.
  • Mohammadhosseini, M., Pazoki, A., Zamani, H.A., Akhlaghi, H., Nekoei, M. (2010). Chemical composition of the essential oil from aerial parts of Senicio gallicus Chaix growing wild in Iran. Journal of Essential Oil Bearing Plants. 13(6): 704–709.
  • Motavalizadehkakhky, A.R., Shafaghat, A., Zamani, H.A., Akhlaghi, H., Mohammad-hosseini, M., Mehrzad, J., Ebrahimi, Z. (2013). Compositions and the in vitro antimicrobial activities of the essential oils and extracts of two Achillea species from Iran. Journal of Medicinal Plants Research. 7(19): 1280–1292.
  • Shahnama, M., Azami, S., Mohammadhosseini, M. (2015). Characterization of the essential oil and evaluation of antibacterial activity of methanolic extract of Stachys lavandulifolia Vahl. International Journal of Current Microbiology and Applied Sciences. 4(3): 275–283.
  • Mohammadhosseini, M. (2013). Novel PSO-MLR algorithm to predict the chromatographic retention behaviors of natural compounds. Analytical Chemistry Letters. 3(4): 226–248.
  • Mohammadhosseini, M. (2014). Prediction of the GC-MS retention indices for a diverse set of terpenes as constituent components of Camu-camu (Myrciaria dubia (HBK) McVaugh) volatile oil, using particle swarm optimization-multiple linear regression (PSO-MLR). Journal of Chemical Health Risks. 4(1): 75–95.
  • Mohammadhosseini, M., Deeb, O., Alavi-Gharabagh, A., Nekoei, M. (2012). Exploring novel QSRRs for simulation of gas chromatographic retention indices of diverse sets of terpenoids in Pistacia lentiscus L. essential oil using stepwise and genetic algorithm multiple linear regressions. Analytical Chemistry Letters. 2(2): 80–102.
  • Akhlaghi, H., Asl, M.R.S., Mohammadhosseini, M. (2009). Composition of the essential oil of Hymnocrater platystegius in Iran. Chemistry of Natural Compounds. 45(3): 448–449.
  • Akhlaghi, H., Shafaghat, A., Salimi, F., Mohammadhosseini, M. (2011). GC/MS analysis of the essential oil from wild Stachys pubescens Ten. leaves from Northwest Iran. Analytical Chemistry Letters. 1: 325–327.
  • Mohammadhosseini, M., Akbarzadeh, A., Shafaghat, A., Hashemi-Moghaddam, H., Mohammadi Nafchi, A., Ashouri, H. (2016). Chemical composition of the essential oils from flowers and leaves of Marsdenia erecta using microwave assisted hydrodistillation technique. Journal of Essential Oil Bearing Plants. 19(4): 863–874.
  • Rahimi, M., Karimi, E., Nekoei, M., Mohammadhosseini, M. (2016). Hydro-distilled volatile oil constituents from the aerial parts of Satureja mutica and QSRR simulation by multiple linear regression. Journal of Essential Oil Bearing Plants. 19(2): 307–320.
  • Mohammadhosseini, M. (2012). Chemical profile and antibacterial activity in hydrodistilled oil from aerial parts of Prangos ferulacea (L.) Lindl. and prediction of gas chromatographic retention indices by using genetic algorithm multiple linear regressions. Asian Journal of Chemistry. 24(9): 3814–3820.
  • Mohammadhosseini, M. (2013). Hydrodistilled volatile oil from stems of Eryngium creticum Lam. in the marginal brackish regions of Semnan province by using gas chromatography combined with mass spectrometry. Asian Journal of Chemistry. 25(1): 390–392.
  • Nekoei, M., Mohammadhosseini, M., Alavi-Gharahbagh, A. (2009). Quantitative structure retention relationship study for prediction of retention indices of essential oils of Neolitsea fischeri Gamble by multiple linear regression. Journal of Applied Chemistry. 4(11): 39–51.
  • Mohammadhosseini, M., Beiranvand, M. (2013). Chemical composition of the essential oil from the aerial parts of Satureja hortensis as a potent medical plant using traditional hydrodistillation. Journal of Chemical Health Risks. 3(4): 49–60.
  • Tajbakhsh, M., Khalilzadeh, M.A., Rineh, A., Balou, J. (2008). Essential oils of Marrubium anisodon C. Koch and Marrubium propinquum Fisch et CA Mey., growing wild in Iran. Journal of Essential Oil Research. 20(2): 161–162.
  • Morteza-Semnani, K., Saeedi, M., Babanezhad, E. (2008). The essential oil composition of Marrubium vulgare L. from Iran. Journal of Essential Oil Research. 20(6): 488–490.
  • Novaes, A.P., Rossi, C., Poffo, C., Pretti, E., Oliveira, A.E., Schlemper, V., Niero, R., Cechinel, V., Burger, C. (2001). Preliminary evaluation of the hypoglycemic effect of some Brazilian medicinal plants. Therapie. 56(4): 427–430.
  • Demirci, B., Baser, K.H.C., Kirimer, N. (2004). Composition of the essential oil of Marrubium bourgaei ssp caricum P.H. Davis. Journal of Essential Oil Research. 16(2): 133–134.
  • Javidnia, K., Miri, R., Soltani, M., Khosravi, A.R. (2007). Constituents of the essential oil of Marrubium astracanicum Jacq. from Iran. Journal of Essential Oil Research. 19(6): 559–561.
  • Kaurinovic, B., Vlaisavljevic, S., Popovic, M., Vastag, D., Djurendic-Brenesel, M. (2010). Antioxidant Properties of Marrubium peregrinum L. (Lamiaceae) essential oil. Molecules. 15(9): 5943–5955.
  • Kirimer, N.e., Kurkcuoglu, M., Akgul, G., Baser, K.H.C., Abdel-Megeed, A. (2015). Composition of the essential oil of Marrubium anisodon C. Koch of Turkish origin. Records of Natural Products. 9(2): 234–236.
  • Zawislak, G. (2012). The chemical composition of the essential oil of Marrubium vulgare L. from Poland. Farmacia. 60(2): 287–292.
  • Kurkcuoglu, M., Baser, K.H.C., Tosun, A., Dogan, E., Duman, H. (2007). Essential oil composition of an endemic species of Turkey: Marrubium bourgaei Boiss. ssp bourgaei (Labiatae). Journal of Essential Oil Research. 19(1): 34–36.
  • Belhattab, R., Larous, L., Figueiredo, A.C., Santos, P.A.G., Costa, M.M., Barroso, J.G., Pedro, L.G. (2006). Essential oil composition and glandular trichomes of Marrubium vulgare L. growing wild in Algeria. Journal of Essential Oil Research. 18(4): 369–373.
  • Salama, M.M., Taher, E.E., El-Bahy, M.M. (2012). Molluscicidal and mosquitocidal activities of the essential oils of Thymus capitatus Hoff. Et Link. and Marrubium vulgare L. Revista Do Instituto De Medicina Tropical De Sao Paulo. 54(5): 281–286.
  • Nik, Z.B., Mirza, M. (2003). Composition of the essential oil of Marrubium astracanicum Jacq. Journal of Essential Oil Research. 15(5): 342–343.
  • Hamdaoui, B., Wannes, W.A., Marrakchi, M., Ben Brahim, N., Marzouk, B. (2013). Essential oil composition of two Tunisian horehound species: Marrubium vulgare L. and Marrubium aschersonii Magnus. Journal of Essential Oil Bearing Plants. 16(5): 608–612.
  • Khanavi, M., Ghasemian, L., Motlagh, E.H., Hadjiakhoondi, A., Shafiee, A. (2005). Chemical composition of the essential oils of Marrubium parviflorum Fisch & C. A. Mey. and Marrubium vulgare L. from Iran. Flavour and Fragrance Journal. 20(3): 324–326.
  • Lazari, D.M., Skaltsa, H.D., Constantinidis, T. (1999). Essential oils of Marrubium velutinum Sm. and Marrubium peregrinum L., growing wild in Greece. Flavour and Fragrance Journal. 14(5): 290–292.
  • Masoudi, S., Aghajani, Z., Rustaiyan, A., Feizbakhsh, A., Kakhky, A.M. (2009). Volatile constituents of Teucrium persicum Boiss., Thymus caucasicus Willd. ex Ronniger subsp gross-heimii (Ronniger) Jalas. and Marrubium crassidens Boiss. three Labiatae herbs growing wild in Iran. Journal of Essential Oil Research. 21(1): 5–7.
  • Zawislak, G. (2012). Chemical composition of essential oils of Marrubium vulgare L. and Marrubium incanum Desr. grown in Poland. Chemija. 23(2): 136–140.
  • Argyropoulou, C., Skaltsa, H. (2012). Identification of essential oil components of Marrubium thessalum Boiss. & Heldr., growing wild in Greece. Natural Product Research. 26(7): 593–599.
  • Nik, Z.B., Mirza, M., Shahmir, F. (2004). Essential oil of Marrubium cuneatum Russell and its osecretory elements. Flavour and Fragrance Journal. 19(3): 233–235.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.